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An Integrated System to Remotely Trigger Intracellular Signal Transduction by Upconversion Nanoparticle-mediated Kinase Photoactivation
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TagC-RED: An Infrared-Triggered Retro-Ene Reaction for Deep-Tissue Bioconjugation.

Sang Mi Suh1, Benjamin Ben-Zvi1, John M Talbott2

  • 1Department of Chemistry, New York University, 100 Washington Square East, New York, New York 10003, United States.

Journal of the American Chemical Society
|May 11, 2026
PubMed
Summary
This summary is machine-generated.

Researchers developed TagC-RED, a novel infrared-activated bioconjugation method. This catalyst-free technique allows precise labeling of biomolecules within living systems, overcoming limitations of current photoactivatable approaches.

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Area of Science:

  • Chemical Biology
  • Bioconjugation Chemistry
  • Molecular Imaging

Background:

  • Bioconjugation is crucial for studying biomolecules in native environments.
  • Current photoactivatable methods are limited by functional group requirements, toxic catalysts, and shallow tissue penetration (UV/visible light).

Purpose of the Study:

  • To introduce TagC-RED, a new bioconjugation strategy activated by infrared light.
  • To enable cysteine-specific labeling with deep tissue penetration and reduced phototoxicity.

Main Methods:

  • Utilized a retro-ene type sigmatropic rearrangement of diazonium compounds (TagC-RED).
  • Employed infrared light (λ > 1000 nm) for activation.
  • Conducted mechanistic studies and Density Functional Theory (DFT) calculations.

Main Results:

  • TagC-RED demonstrated quantitative and rapid, catalyst-free cysteine-specific bioconjugation.
  • Achieved deep tissue penetration for robust intracellular and in vivo labeling.
  • Elucidated the activation mechanism involving an electron donor-acceptor (EDA) complex and retro-ene reaction.

Conclusions:

  • TagC-RED overcomes limitations of existing photoactivatable bioconjugation techniques.
  • Offers a powerful platform for in vivo chemical biology and diagnostic innovation.
  • Potential for advanced biological research and medical applications.